JP7212136B2 - Composition for photo-alignment film, photo-alignment film, laminate - Google Patents

Description

TECHNICAL FIELD The present invention relates to a composition for photo-alignment film, a photo-alignment film, and a laminate.

Optically anisotropic layers formed using liquid crystal compounds are used in various applications such as optical compensation sheets and retardation films. A photo-alignment film is known as an alignment film for forming such an optically anisotropic layer.
Patent Document 1 discloses a composition for a photo-alignment film containing a polymer A having a structural unit a1 containing a photo-cinnamate group and a low-molecular-weight compound B having a cinnamate group and a molecular weight smaller than that of the polymer A. disclosed.

WO2017/069252

The present inventors have a structural unit a1 containing a photoalignable group and a structural unit a2 containing a crosslinkable group described in Patent Document 1, and have a high proportion of the structural unit a2 containing a crosslinkable group. The properties of a composition for photo-alignment film containing a polymer and an acid generator were investigated.
Specifically, a photo-alignment film formed using a photo-alignment film composition stored for several days (eg, about a week) after preparation, and a photo-alignment film composition immediately after preparation. An alignment film was prepared, and an optically anisotropic layer was formed on both using a composition containing a liquid crystal compound, and the alignment of the liquid crystal compound was evaluated. As a result, it was found that the orientation of the liquid crystal compound deteriorated when the composition for photo-alignment film stored for several days after preparation was used. Hereinafter, the excellent orientation of the liquid crystal compound in the optically anisotropic layer is also referred to as "excellent liquid crystal orientation".
An object of the present invention is to provide a composition for a photo-alignment film that can form a photo-alignment film in which an optically anisotropic layer formed thereon has excellent liquid crystal alignment even after being stored for a predetermined period of time.
Another object of the present invention is to provide a photo-alignment film and a laminate.

As a result of earnestly studying the problems of the prior art, the inventors of the present invention have found that the above problems can be solved by the following configuration.

(1) having a repeating unit A containing a photoalignable group and a repeating unit B containing a crosslinkable group,
a photoalignable copolymer in which the content a of the repeating unit A and the content b of the repeating unit B satisfy the following formula (1) in mass ratio;
0.70≦b/(a+b)≦0.97 (1)
an acid generator;
and an amine compound having a boiling point of 50 to 230° C. and having no proton on a nitrogen atom.
(2) The composition for a photo-alignment film according to (1), wherein the amine compound contains a compound represented by formula (2) described below.
(3) The composition for a photo-alignment film according to (1) or (2), wherein the content of the amine compound is 5 to 400 mol % with respect to the content molar amount of the acid generator.
(4) the repeating unit A containing a photoalignable group contains a repeating unit represented by formula (A) described later,
The composition for a photo-alignment film according to any one of (1) to (3), wherein the repeating unit B containing a crosslinkable group contains a repeating unit represented by formula (B) described later.
(5) The light according to any one of (1) to (4), wherein the repeating unit B containing a crosslinkable group contains a crosslinkable group represented by any of formulas (X1) to (X3) described later. Alignment film composition.
(6) A photo-alignment film formed using the composition for photo-alignment film according to any one of (1) to (5).
(7) the photo-alignment film according to (6);
and an optically anisotropic layer formed using a liquid crystal composition containing a liquid crystal compound.

ADVANTAGE OF THE INVENTION According to this invention, the composition for photo-alignment films which can form the photo-alignment film which is excellent in the liquid crystal orientation of the optically anisotropic layer formed on it even after preserving for a predetermined period can be provided.
Moreover, according to the present invention, a photo-alignment film and a laminate can be provided.

The present invention will be described in detail below. In this specification, the numerical range represented by "-" means a range including the numerical values before and after "-" as lower and upper limits. First, the terms used in this specification will be explained.

In the present invention, Re(λ) and Rth(λ) represent in-plane retardation and thickness direction retardation at wavelength λ, respectively. Unless otherwise specified, the wavelength λ is 550 nm.
In the present invention, Re(λ) and Rth(λ) are values measured at wavelength λ with AxoScan OPMF-1 (manufactured by Optoscience). By inputting the average refractive index ((n _x + _ny + _nz )/3) and film thickness (d (μm)) in AxoScan,
Slow axis direction (°)
Re(λ)=R0(λ)
Rth(λ)=((n _x +n _y )/2−n _z )×d
is calculated.
Note that R0(λ), which is displayed as a numerical value calculated by AxoScan OPMF-1, means Re(λ).

The average refractive index used in AxoScan is measured using an Abbe refractometer (NAR-4T, manufactured by Atago Co., Ltd.) using a sodium lamp (λ=589 nm) as the light source. Further, when measuring the wavelength dependence, it can be measured by using a multi-wavelength Abbe refractometer DR-M2 (manufactured by Atago Co., Ltd.) in combination with an interference filter.
Also, the values in the polymer handbook (JOHN WILEY & SONS, INC) and various optical film catalogs can be used. Average refractive index values of main optical films are exemplified below: cellulose acylate (1.48), cycloolefin polymer (1.52), polycarbonate (1.59), polymethyl methacrylate (1.49), Polystyrene (1.59).

Moreover, a (meth)acryloyl group is a concept including both an acryloyl group and a methacryloyl group.

A feature of the composition for photo-alignment film of the present invention is that it contains a predetermined amine compound.
As described above, the present inventors found that when the content of repeating units containing a crosslinkable group in the photo-alignable copolymer is large, photo-alignment using a composition for a photo-alignment film after storage for a predetermined period of time It has been found that when a film is formed and an optically anisotropic layer is formed thereon, the obtained optically anisotropic layer has poor liquid crystal orientation. When the content of the repeating unit containing the crosslinkable group is large, the reaction of the crosslinkable group proceeds with the acid generated from the acid generator while the composition for photo-alignment film is stored. As a result, it has been found that the liquid crystal orientation is affected. They have also found that the use of a predetermined amine compound to suppress the reaction of the crosslinkable group can reduce the influence of the acid generator, thereby obtaining the desired effect.
The optically anisotropic layer formed on the photo-alignment film is also excellent in durability, which is evaluated in Examples described later.

The composition for a photo-alignment film of the present invention comprises a photo-alignment group-containing repeating unit A and a cross-linkable group-containing repeating unit B, a predetermined photo-alignment copolymer, an acid generator, and a predetermined amine compound. including.
Hereinafter, first, each component contained in the composition for photo-alignment film will be described in detail. The amine compound, which is one of the features of the present invention, will be described in detail below.

<Amine compound>
The composition for photo-alignment film has a boiling point of 50 to 230° C. and contains an amine compound having no protons on nitrogen atoms (hereinafter also referred to as “specific amine compound”).
The boiling point of the specific amine compound is 50 to 230 ° C., and the liquid crystal orientation of the optically anisotropic layer formed on the photo-alignment film is more excellent (hereinafter simply referred to as "the effect of the present invention is more excellent." ), preferably 80 to 225°C, more preferably 100 to 220°C. In addition, the said boiling point means the boiling point under 1 atmosphere.
Certain amine compounds do not have protons on nitrogen atoms. That is, it does not have a partial structure represented by >NH. If the composition for photo-alignment film contains an amine compound having a partial structure represented by >N—H, no improvement in liquid crystal orientation is observed, and the composition for photo-alignment film may gel.

The specific amine is not particularly limited as long as it satisfies the above properties, and includes secondary amines and tertiary amines.
Moreover, the specific amine may be chain-like or cyclic. Examples of the case where the specific amine is cyclic include cases where the specific amine has a heterocyclic ring. The heterocyclic ring may be either an aromatic heterocyclic ring or an aliphatic heterocyclic ring. A heterocyclic ring includes a pyridine ring.
In addition, when the specific amine has a heterocyclic ring, the heterocyclic ring may have a substituent. Substituents include, for example, alkyl groups and alkoxy groups.

As the specific amine, a compound represented by Formula (2) is preferable because the effects of the present invention are more excellent.

In formula (2), R ¹ , R ² and R ³ each independently represent a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms.
The number of carbon atoms in the alkyl group is 1 to 20, preferably 1 to 10, more preferably 2 to 5, from the viewpoint of better effects of the present invention.
Examples of the alkyl group include methyl group, ethyl group, propyl group (eg, n-propyl group and isopropyl group), butyl group, and pentyl group.

Examples of the specific amines include diisopropylethylamine and tributylamine.

<Photo-alignable copolymer>
The composition for photo-alignment film contains a photo-alignable copolymer having a predetermined repeating unit.

(Repeating unit A containing a photoalignable group)
The photo-alignable copolymer has a repeating unit A containing a photo-alignable group.
Here, the “photo-alignment group” refers to a group having a photo-alignment function that induces rearrangement or an anisotropic chemical reaction by irradiation with anisotropic light (e.g., plane polarized light). A photo-orienting group that undergoes at least one of dimerization and isomerization by the action of light is preferred from the viewpoint of excellent alignment uniformity and good thermal or chemical stability.

Photoalignable groups that dimerize under the action of light include, for example, cinnamic acid derivatives (M. Schadt et al., J. Appl. Phys., vol. 31, No. 7, page 2155 (1992)), coumarin Derivatives (M. Schadt et al., Nature., vol. 381, page 212 (1996)), chalcone derivatives (Toshihiro Ogawa et al., Lecture Proceedings of the Liquid Crystal Symposium, 2AB03 (1997)), Maleimide Derivatives, and Benzophenone Derivatives (YK Jang et al., SID Int. Symposium Digest, P-53 (1997)).
On the other hand, examples of photoorientable groups that are isomerized by the action of light include azobenzene compounds (K. Ichimura et al., Mol.Cryst.Liq.Cryst., 298, 221 (1997)), stilbene compounds (JGVictor and JM Torkelson, Macromolecules, 20, 2241 (1987)), spiropyran compounds (K. Ichimura et al., Chemistry Letters, page 1063 (1992); K. Ichimura et al., Thin Solid Films, vol. 235, page 101 (1993) )), cinnamic acid compounds (K. Ichimura et al., Macromolecules, 30, 903 (1997)), and hydrazono-β-ketoester compounds (S. Yamamura et al., Liquid Crystals, vol. 13, No. 2 , page 189 (1993)).

Among these, the photo-orientation group has a skeleton of at least one derivative selected from the group consisting of cinnamic acid derivatives, coumarin derivatives, chalcone derivatives, maleimide derivatives, azobenzene compounds, stilbene compounds, and spiropyran compounds. and more preferably a group having a cinnamic acid derivative skeleton or a coumarin derivative skeleton.

As the repeating unit A, a repeating unit represented by the following formula (A) is preferable because the effect of the present invention is more excellent.

^R5 represents a hydrogen atom or a methyl group. L ¹ represents a divalent linking group containing a nitrogen atom and a cycloalkane ring, and some of the carbon atoms constituting the cycloalkane ring are a hetero hetero selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom Atoms may be substituted. R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ each independently represent a hydrogen atom or a substituent, and two adjacent groups among R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ may combine to form a ring.

Next, the divalent linking group containing a nitrogen atom and a cycloalkane ring represented by L ¹ will be described. As described above, some of the carbon atoms constituting the cycloalkane ring may be substituted with heteroatoms selected from the group consisting of nitrogen atoms, oxygen atoms and sulfur atoms. In addition, when some of the carbon atoms constituting the cycloalkane ring are substituted with nitrogen atoms, the cycloalkane ring does not have to have a nitrogen atom.

The cycloalkane ring is preferably a cycloalkane ring having 6 or more carbon atoms, and examples thereof include a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a cyclododecane ring, and a cyclodocosane ring.

L ¹ in formula (A) above is preferably a divalent linking group represented by any one of the following formulas (1) to (10) from the viewpoint that the effects of the present invention are more excellent.

In the above formulas (1) to (10), *1 represents the bonding position with the carbon atom constituting the main chain in the above formula (A), and *2 represents the carbonyl group in the above formula (A). It represents the bonding position with the constituent carbon atoms.

Among the divalent linking groups represented by any of the above formulas (1) to (10), the solubility in the solvent used for forming the photo-alignment film and the solvent resistance of the resulting photo-alignment film A divalent linking group represented by any one of formula (2), formula (3), formula (7) and formula (8) is preferable from the viewpoint of good balance.

Next, the substituent represented by one embodiment of R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ in the above formula (A) will be explained. As described above, R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ in formula (A) above may be hydrogen atoms instead of substituents.

The substituent represented by one aspect of R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ in the above formula (A) makes the photo-alignment group more likely to interact with the liquid crystal compound, and the effect of the present invention is enhanced. excellent points, each independently a halogen atom, a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a linear halogenated alkyl group having 1 to 20 carbon atoms, and 1 to 20 carbon atoms , an aryl group having 6 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a cyano group, an amino group, or a group represented by the following formula (11).

Here, in the above formula (11), * represents the bonding position with the benzene ring in the above formula (A), and R ¹² represents a monovalent organic group.

Halogen atoms include, for example, a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, preferably a fluorine atom or a chlorine atom.

The linear alkyl group having 1 to 20 carbon atoms is preferably an alkyl group having 1 to 6 carbon atoms, such as methyl group, ethyl group and n-propyl group.
The branched alkyl group having 1 to 20 carbon atoms is preferably an alkyl group having 3 to 6 carbon atoms, such as isopropyl and tert-butyl.
The cyclic alkyl group having 1 to 20 carbon atoms is preferably an alkyl group having 3 to 6 carbon atoms, such as cyclopropyl group, cyclopentyl group and cyclohexyl group.

The linear halogenated alkyl group having 1 to 20 carbon atoms is preferably a fluoroalkyl group having 1 to 4 carbon atoms, such as trifluoromethyl group, perfluoroethyl group, perfluoropropyl group, and perfluoro A butyl group is mentioned. Among them, a trifluoromethyl group is preferred.

The alkoxy group having 1 to 20 carbon atoms is preferably an alkoxy group having 1 to 18 carbon atoms, more preferably an alkoxy group having 6 to 18 carbon atoms, and even more preferably an alkoxy group having 6 to 14 carbon atoms. Examples include methoxy, ethoxy, n-butoxy, methoxyethoxy, n-hexyloxy, n-octyloxy, n-decyloxy, n-dodecyloxy, and n-tetradecyloxy groups. and n-hexyloxy, n-octyloxy, n-decyloxy, n-dodecyloxy or n-tetradecyloxy is preferred.

The aryl group having 6 to 20 carbon atoms is preferably an aryl group having 6 to 12 carbon atoms, such as a phenyl group, an α-methylphenyl group and a naphthyl group, with a phenyl group being preferred.

The aryloxy group having 6 to 20 carbon atoms is preferably an aryloxy group having 6 to 12 carbon atoms, such as a phenyloxy group and a 2-naphthyloxy group, with a phenyloxy group being preferred.

Examples of amino groups include primary amino groups (—NH ₂ ); secondary amino groups such as methylamino groups; dimethylamino groups, diethylamino groups, dibenzylamino groups, and nitrogen-containing heterocyclic compounds (e.g. , pyrrolidine, piperidine, piperazine, etc.).

Regarding the group represented by the above formula (11), the monovalent organic group represented by R ¹² in the above formula (11) includes, for example, a linear or cyclic alkyl group having 1 to 20 carbon atoms. .
The linear alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, such as methyl group, ethyl group and n-propyl group, preferably methyl group or ethyl group.
As the cyclic alkyl group, an alkyl group having 3 to 6 carbon atoms is preferable, and examples thereof include a cyclopropyl group, a cyclopentyl group and a cyclohexyl group, and a cyclohexyl group is preferable.
The monovalent organic group represented by R ¹² in formula (11) may be a combination of a plurality of linear alkyl groups and cyclic alkyl groups described above.

The photo ^- alignment group becomes easy to interact with the ^{liquid crystal compound} , and the ^effect of the present invention is more excellent. ⁸ is preferably the substituent described above, and more preferably R ⁶ , R ⁷ , R ⁹ and R ¹⁰ are all hydrogen atoms.

It is preferable that R ⁸ in the above formula (A) is an electron-donating substituent from the viewpoint of improving the reaction efficiency when irradiated with light.
Here, the electron-donating substituent (electron-donating group) refers to a substituent having a Hammett value (Hammett substituent constant σp) of 0 or less. Examples include halogenated alkyl groups and alkoxy groups.
Among these, an alkoxy group is preferred, an alkoxy group having 6 to 16 carbon atoms is more preferred, and an alkoxy group having 7 to 10 carbon atoms is even more preferred, in view of the superior effect of the present invention.

Examples of the repeating unit A containing a photoalignable group include repeating units A-1 to A-56 shown below. In the formula below, Me represents a methyl group and Et represents an ethyl group. In the following specific examples, the "1,4-cyclohexyl group" contained in the divalent linking groups of repeating units A-1 to A-10 may be either cis or trans. A trans form is preferred.

(Repeating unit B containing a crosslinkable group)
The photo-orientable copolymer has a repeating unit B containing a crosslinkable group.
Examples of the crosslinkable group include an epoxy group, an epoxycyclohexyl group, an oxetanyl group, and a functional group having an ethylenically unsaturated double bond, preferably a cationically polymerizable group, represented by the following formulas (X1) to (X3 ) is more preferably at least one crosslinkable group selected from the group consisting of

In formulas (X1) to (X3) above, * represents a bond, and R ⁴ represents a hydrogen atom, a methyl group or an ethyl group.

As the repeating unit B, a repeating unit represented by the following formula (B) is preferable because the effect of the present invention is more excellent.

In formula (B) above, R ¹¹ represents a hydrogen atom or a methyl group, L ² represents a divalent linking group, and X represents a crosslinkable group.

As the divalent linking group represented by L ² in the above formula (B), the linear or branched chain having 1 to 18 carbon atoms which may have a substituent is preferred because the effects of the present invention are more excellent. A linear or cyclic alkylene group, an arylene group having 6 to 12 carbon atoms which may have a substituent, an ether group (-O-), a carbonyl group (-C(=O)-), and a substituent It is preferably a divalent linking group (eg, -CO-O-alkylene group -) in which at least two or more groups selected from the group consisting of an imino group (-NH-) which may be present are combined. .

Here, examples of substituents that the alkylene group, arylene group and imino group may have include a halogen atom, an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a cyano group, a carboxy group and an alkoxycarbonyl group. , and hydroxyl groups.
Halogen atoms include, for example, a fluorine atom, a chlorine atom, a bromine atom and an iodine atom, preferably a fluorine atom or a chlorine atom.
The alkyl group is preferably, for example, a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, and an alkyl group having 1 to 8 carbon atoms (eg, methyl group, ethyl group, propyl group, isopropyl group, , n-butyl group, isobutyl group, sec-butyl group, t-butyl group, and cyclohexyl group) are more preferred, alkyl groups having 1 to 4 carbon atoms are more preferred, and methyl or ethyl is particularly preferred.
The alkoxy group, for example, preferably an alkoxy group having 1 to 18 carbon atoms, more preferably an alkoxy group having 1 to 8 carbon atoms (eg, methoxy group, ethoxy group, n-butoxy group, and methoxyethoxy group), An alkoxy group having 1 to 4 carbon atoms is more preferred, and a methoxy group or an ethoxy group is particularly preferred.
The aryl group includes, for example, an aryl group having 6 to 12 carbon atoms, such as a phenyl group, an α-methylphenyl group, and a naphthyl group, with a phenyl group being preferred.
Aryloxy groups include, for example, phenoxy, naphthoxy, imidazoyloxy, benzimidazolyloxy, pyridin-4-yloxy, pyrimidinyloxy, quinazolinyloxy, purinyloxy, and thiophen-3-yloxy.
Alkoxycarbonyl groups include, for example, methoxycarbonyl and ethoxycarbonyl.

Linear alkylene groups having 1 to 18 carbon atoms include, for example, methylene group, ethylene group, propylene group, butylene group, pentylene group, hexylene group, decylene group, undecylene group, dodecylene group, tridecylene group, tetradecylene group, Pentadecylene, hexadecylene, heptadecylene, and octadecylene groups are included.
Branched alkylene groups having 1 to 18 carbon atoms include, for example, dimethylmethylene group, methylethylene group, 2,2-dimethylpropylene group and 2-ethyl-2-methylpropylene group.
Examples of the cyclic alkylene group having 1 to 18 carbon atoms include a cyclopropylene group, a cyclobutylene group, a cyclopentylene group, a cyclohexylene group, a cyclooctylene group, a cyclodecylene group, an adamantane-diyl group, a norbornane-diyl group, and an exo-tetrahydrodicyclopentadiene-diyl group, with a cyclohexylene group being preferred.

The arylene group having 6 to 12 carbon atoms includes, for example, a phenylene group, a xylylene group, a biphenylene group, a naphthylene group, and a 2,2'-methylenebisphenyl group, with a phenylene group being preferred.

Examples of the crosslinkable group represented by X in the formula (B) include the above-described crosslinkable groups.

Examples of the repeating unit B containing a crosslinkable group include repeating units B-1 to B-17 shown below.

Examples of the repeating unit B containing a crosslinkable group include repeating units B-18 to B-47 shown below.

The photo-alignable copolymer may have other repeating units in addition to the repeating unit A and repeating unit B described above as long as the effect of the present invention is not impaired.
Examples of other repeating units include repeats derived from compounds selected from the group consisting of acrylic acid ester compounds, methacrylic acid ester compounds, maleimide compounds, acrylamide compounds, acrylonitrile, maleic anhydride, styrene compounds, and vinyl compounds. units.

The content a of the repeating unit A and the content b of the repeating unit B in the photoalignable copolymer satisfy the following formula (1) in mass ratio. The relationship of formula (1) represents the ratio of the content b to the sum of the content a of the repeating unit A and the content b of the repeating unit.
0.70≦b/(a+b)≦0.97 (1)
Among them, b/(a+b) is preferably 0.75 to 0.95, more preferably 0.80 to 0.93, from the viewpoint that the effects of the present invention are more excellent.

Although the content of the repeating unit A is not particularly limited, it is preferably 3 to 30% by mass, more preferably 5 to 25% by mass, based on the total repeating units in the photo-orientable copolymer, from the viewpoint that the effect of the present invention is more excellent. is more preferred.
Although the content of the repeating unit B is not particularly limited, it is preferably 70 to 97% by mass, more preferably 75 to 95% by mass, based on the total repeating units in the photo-orientable copolymer from the viewpoint that the effect of the present invention is more excellent. is more preferred.

The weight average molecular weight (Mw) of the photo-alignable copolymer is preferably 10,000 to 500,000, more preferably 30,000 to 300,000, from the viewpoint that the effects of the present invention are more excellent.
Here, the weight average molecular weight and number average molecular weight in the present invention are values measured by a gel permeation chromatography (GPC) method under the conditions shown below.
- Solvent (eluent): THF (tetrahydrofuran)
・Device name: TOSOH HLC-8320GPC
・Column: 3 TOSOH TSKgel Super HZM-H (4.6 mm × 15 cm) are connected and used ・Column temperature: 40°C
・Sample concentration: 0.1% by mass
・Flow rate: 1.0 ml/min
・ Calibration curve: TOSOH TSK standard polystyrene Mw = 2800000 to 1050 (Mw / Mn = 1.03 to 1.06) using a calibration curve from 7 samples

<Acid generator>
The composition for photo-alignment film contains an acid generator. The acid generator has a function of initiating polymerization of the crosslinkable groups described above.
Examples of acid generators include, but are not limited to, thermal acid generators and photoacid generators.

The structure of the thermal acid generator is not particularly limited as long as it is a compound that can be decomposed by heat to generate a specific acid. Usually, it is composed of an anion obtained by removing a hydrogen ion from a predetermined acid and a cation. .
Acids include, for example, compounds represented by formulas (A)-(E) and _HSbF6 .

In formula (A), R ^a1 and R ^a2 each independently represent a perfluoroalkyl group. Although the number of carbon atoms in the perfluoroalkyl group is not particularly limited, it is preferably 1-10, more preferably 1-5.
In formula (B), ^Rb represents a perfluoroalkylene group. Although the number of carbon atoms in the perfluoroalkylene group is not particularly limited, it is preferably 2-10, more preferably 3-5.
In formula (C), each R ^c independently represents a perfluoroalkyl group. Although the number of carbon atoms in the perfluoroalkyl group is not particularly limited, it is preferably 1-10, more preferably 2-5.
In formula (D), each R ^d independently represents a fluorine atom or an optionally substituted aryl group. Aryl groups include phenyl and naphthyl groups. The types of substituents are not particularly limited, but examples include alkyl groups and halogen atoms (preferably fluorine atoms).
In formula (E), each R ^e independently represents a perfluoroalkyl group. Although the number of carbon atoms in the perfluoroalkyl group is not particularly limited, it is preferably 1-10, more preferably 1-5.
n represents an integer of 1 to 6; Among them, n is preferably an integer of 3 to 6, more preferably 6.

The anions are exemplified below.

As cations, known cations that are decomposed by heat can be used. The cation preferably has a skeleton that initiates thermal decomposition at 30 to 200°C, and more preferably has a skeleton that initiates thermal decomposition at 40 to 150°C. Among them, the sulfonium cation represented by the formula (F) or the iodonium cation represented by the formula (G) is preferable from the viewpoint of handleability.

R ^f1 to R ^f3 , R ^g1 and R ^g2 each independently represent a hydrocarbon group which may have a substituent. The hydrocarbon group is preferably an alkyl group (eg, methyl group, ethyl group) or an aryl group (eg, phenyl group).
The types of substituents are not particularly limited, and examples include alkyl groups, aryl groups, hydroxy groups, amino groups, carboxy groups, sulfonamide groups, N-sulfonylamide groups, acyl groups, acyloxy groups, alkoxy groups, alkyl groups, halogen Atoms, alkoxycarbonyl groups, alkoxycarbonyloxy groups, carbonate groups, and cyano groups.
Examples of cations include the following.

The structure of the photoacid generator is not particularly limited as long as it is a compound that can be decomposed by light to generate a specific acid. Compounds are preferred. In addition, even for photoacid generators that do not directly respond to actinic rays with a wavelength of 300 nm or longer, if they are compounds that respond to actinic rays with a wavelength of 300 nm or longer and generate an acid by using them together with a sensitizer, they can be used as sensitizers. They can be preferably used in combination.

Examples of photoacid generators include onium salt compounds, trichloromethyl-s-triazines, sulfonium salts, iodonium salts, quaternary ammonium salts, diazomethane compounds, imidosulfonate compounds, and oximesulfonate compounds.

<Other ingredients>
The composition for a photo-alignment film may contain components other than the components described above.
Other ingredients include solvents. Solvents include water and organic solvents.
Examples of organic solvents include ketones (eg, acetone, 2-butanone, methylisobutylketone, and cyclohexanone), ethers (eg, dioxane and tetrahydrofuran), aliphatic hydrocarbons (eg, hexane), cycloaliphatic hydrocarbons (e.g. cyclohexane), aromatic hydrocarbons (e.g. toluene, xylene and trimethylbenzene), halogenated carbons (e.g. dichloromethane, dichloroethane, dichlorobenzene and chlorotoluene), esters (e.g., methyl acetate, ethyl acetate, and butyl acetate), water, alcohols (e.g., ethanol, isopropanol, butanol, and cyclohexanol), cellosolves (e.g., methyl cellosolve, and ethyl cellosolve), Cellosolve acetates, sulfoxides such as dimethylsulfoxide, and amides such as dimethylformamide and dimethylacetamide.
A solvent may be used individually by 1 type, and may use 2 or more types together.

The composition for photo-alignment film may contain components other than those mentioned above, and examples thereof include a cross-linking catalyst, an adhesion improver, a leveling agent, a surfactant, and a plasticizer.

<Composition for photo-alignment film>
The composition for photo-alignment film contains the photo-alignment copolymer, the acid generator, and the specific amine compound described above.
The method for preparing the composition for photo-alignment film is not particularly limited, and the above components may be mixed together or may be mixed stepwise.

The content of the photo-alignable copolymer in the composition for photo-alignment film is not particularly limited, but when the composition for photo-alignment film contains a solvent, 0.1 to 50 parts by mass with respect to 100 parts by mass of the solvent is preferred, and 0.5 to 20 parts by mass is more preferred.
The content of the acid generator in the photo-alignment film composition is not particularly limited, but from the point of view of more excellent effects of the present invention, it is 0.1 to 30% by mass with respect to the total mass of the photo-alignable copolymer. Preferably, 0.5 to 20.0% by mass is more preferable.
Although the content of the specific amine in the composition for photo-alignment film is not particularly limited, it is often 1 to 1000 mol% with respect to the content molar amount (total molar amount) of the acid generator, and the effect of the present invention is obtained. 5 to 400 mol % is preferable, and 10 to 300 mol % is more preferable in terms of superiority.

<Photo-alignment film>
A photo-alignment film can be formed using the composition for a photo-alignment film.
The photo-alignment film can be produced by a conventionally known production method except for using the composition for photo-alignment film described above. For example, the step of forming a precursor film using the composition for photo-alignment film described above, It can be produced by a manufacturing method including a light irradiation step of irradiating a precursor film of the composition for a film with polarized light or non-polarized light from an oblique direction to the surface of the precursor film.

(Precursor film forming step)
The precursor film forming step is a step of forming a precursor film using the composition for photo-alignment film. Note that the precursor film means a film to which a photo-alignment treatment is applied.
The procedure of the above steps is not limited as long as the precursor film can be formed. irradiation treatment) to form a precursor film.
The procedure of this step will be described in detail below.

The support to which the photo-alignment film composition is applied is not particularly limited, and examples thereof include glass substrates and polymer films.
Polymer film materials include cellulose-based polymers; acrylic polymers having acrylic acid ester polymers such as polymethyl methacrylate and lactone ring-containing polymers; thermoplastic norbornene-based polymers; polycarbonate-based polymers; polyethylene terephthalate and polyethylene naphthalate. polyester polymers; styrene polymers such as polystyrene, acrylonitrile-styrene copolymers; polyolefin polymers such as polyethylene, polypropylene and ethylene-propylene copolymers; vinyl chloride polymers; amide polymers such as nylon and aromatic polyamides Polymer; imide-based polymer; sulfone-based polymer; polyethersulfone-based polymer; polyetheretherketone-based polymer; polyphenylene sulfide-based polymer; epoxy-based polymer; or a polymer obtained by mixing these polymers.

The thickness of the support is not particularly limited, but is preferably 5 to 200 μm, more preferably 10 to 100 μm, even more preferably 20 to 90 μm.

The method of applying the photo-alignment film composition is not particularly limited, and examples thereof include spin coating, die coating, gravure coating, flexographic printing, and inkjet printing.

The method of curing the coating film of the photo-alignment film composition is not particularly limited, but includes heat treatment and light irradiation treatment. For example, when the acid generator is a thermal acid generator, the curing treatment is preferably heat treatment, and when the acid generator is a photoacid generator, the curing treatment is preferably light irradiation treatment.
The conditions for the heat treatment are not particularly limited, and optimum conditions are appropriately selected according to the material to be used. The heating time is preferably 0.1 to 60 minutes, more preferably 0.5 to 30 minutes.
The conditions of the light irradiation treatment are not particularly limited, and it is preferable to use ultraviolet rays, and the irradiation dose is preferably 10 mJ/cm ² to 50 J/cm ² , more preferably 20 mJ/cm ² to 5 J/cm ² .

In addition, although the procedure in which the treatment for forming the coating film and the curing treatment are performed separately has been described above, both may be performed at the same time. In other words, the curing treatment may be performed in conjunction with the formation of the coating film. Specifically, a method of heating (or irradiating with light) the composition for a photo-alignment film while coating it on a support is exemplified.

(Light irradiation treatment)
The light irradiation treatment is a process of irradiating the surface of the precursor film with polarized light or non-polarized light from an oblique direction.
The polarized light with which the precursor film of the photo-alignment film composition is irradiated is not particularly limited, and examples thereof include linearly polarized light, circularly polarized light, and elliptically polarized light, with linearly polarized light being preferred.
Further, the “oblique direction” in which non-polarized light is irradiated is not particularly limited as long as it is a direction inclined by a polar angle θ (0<θ<90°) with respect to the normal direction of the surface of the precursor film. θ is preferably 20 to 80°.

The wavelength of polarized light or non-polarized light is not particularly limited as long as it can impart alignment controllability to the liquid crystal compound in the precursor film. Examples thereof include ultraviolet rays, near-ultraviolet rays, and visible rays. Among them, near ultraviolet rays of 250 to 450 nm are preferable.
Light sources for polarized or non-polarized light irradiation include, for example, xenon lamps, high-pressure mercury lamps, extra-high pressure mercury lamps, and metal halide lamps. By using an interference filter or a color filter for ultraviolet light or visible light obtained from such a light source, it is possible to limit the wavelength range of irradiation. In addition, by using a polarizing filter or a polarizing prism for the light from these light sources, linearly polarized light can be obtained.

Although the integrated amount of polarized or unpolarized light is not particularly limited, it is preferably 1 to 300 mJ/cm ² , more preferably 2 to 100 mJ/cm ² .
The polarized or unpolarized illuminance is not particularly limited, but is preferably 0.1 to 300 mW/cm ² , more preferably 1 to 100 mW/cm ² .

The film thickness of the photo-alignment film is not particularly limited, and is preferably 10 to 1000 nm, more preferably 10 to 700 nm.

<Laminate>
The laminate of the present invention has the above photo-alignment film and an optically anisotropic layer formed using a liquid crystal composition containing a liquid crystal compound.
The laminate of the invention preferably further comprises a support, and more specifically, preferably comprises a support, a photo-alignment film and an optically anisotropic layer in this order.
The support and the photo-alignment film are as described above.
The optically anisotropic layer will be described in detail below.

(Optically anisotropic layer)
The optically anisotropic layer of the laminate is particularly an optically anisotropic layer formed using a liquid crystal composition containing a liquid crystal compound (hereinafter also referred to as "composition for optically anisotropic layer"). It is not limited and includes conventionally known optically anisotropic layers.
The optically anisotropic layer is preferably a layer obtained by curing a liquid crystal composition containing a liquid crystal compound having a polymerizable group.
The optically anisotropic layer may have a single-layer structure, or may have a structure in which multiple layers are laminated (laminate).
The liquid crystalline compound and optional additives are described below.

Liquid crystal compounds can be classified into a rod-like type and a disk-like type according to their shape. Furthermore, there are low-molecular-weight and high-molecular-weight types, respectively. Polymers generally refer to those having a degree of polymerization of 100 or more (Polymer Physics: Phase Transition Dynamics, Masao Doi, p. 2, Iwanami Shoten, 1992).
Although any liquid crystal compound can be used in the present invention, it is preferable to use a rod-like liquid crystal compound or a discotic liquid crystal compound, and it is more preferable to use a rod-like liquid crystal compound.

The liquid crystal compound preferably has a polymerizable group. The liquid crystal compound preferably has two or more polymerizable groups in one molecule. After the liquid crystal compound is fixed by polymerization, it is no longer necessary to exhibit liquid crystallinity.

The type of polymerizable group is not particularly limited, and is preferably a functional group capable of addition polymerization reaction, preferably a polymerizable ethylenically unsaturated group or a ring-polymerizable group, a (meth)acryloyl group, a vinyl group, a styryl group, or , an allyl group is more preferred, and a (meth)acryloyl group is even more preferred.

As the rod-shaped liquid crystal compound, for example, those described in claim 1 of JP-A-11-513019 or paragraphs [0026] to [0098] of JP-A-2005-289980 can be preferably used, and discotic As the liquid crystal compound, for example, those described in paragraphs [0020] to [0067] of JP-A-2007-108732 or paragraphs [0013] to [0108] of JP-A-2010-244038 can be preferably used. .

As the liquid crystal compound, a reverse wavelength dispersion liquid crystal compound can be used.
Here, in the present specification, the term "reverse wavelength dispersion" liquid crystal compound means that the in-plane retardation (Re) value at a specific wavelength (visible light range) of a retardation film produced using this is measured. , means that the Re value becomes equal or higher as the measurement wavelength increases.

As the liquid crystal compound, a liquid crystal compound represented by formula (3) is preferable.
L ¹ -SP ¹ -(E ³ -A ¹ ) _m -E ¹ -G ¹ -D ¹ -Ar ¹ -D ² -G ² -E ² -(A ² -E ⁴ ) _n -SP ² -L ² ... (3)
In the above formula (3), D ¹ , D ² , E ¹ , E ² , E ³ and E ⁴ are each independently a single bond, -CO-O-, -C(=S)O-, -CR ¹ R ² -, -CR ¹ R ² -CR ³ R ⁴ -, -O-CR ¹ R ² -, -CR ¹ R ² -O-CR ³ R ⁴ -, -CO-O-CR ¹ R ² - , -O-CO-CR ¹ R ² -, -CR ¹ R ² -O-CO-CR ³ R ⁴ -, -CR ¹ R ² -CO-O-CR ³ R ⁴ -, -NR ¹ -CR ² represents R ³ — or —CO—NR ¹ —. R ¹ , R ² , R ³ and R ⁴ each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.
G ¹ , G ² , A ¹ and A ² each independently represent an optionally substituted divalent aromatic hydrocarbon group having 6 to 12 carbon atoms or It represents a divalent alicyclic hydrocarbon group, and one or more -CH ₂ - constituting the alicyclic hydrocarbon group may be substituted with -O-, -S- or -NH-.
SP ¹ and SP ² each independently represent a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or a linear or branched alkylene group having 1 to 12 carbon atoms. One or more of the constituent —CH ₂ — represents a divalent linking group substituted with —O—, —S—, —NH—, —N(Q)—, or —CO—, and Q is represents a substituent.
m represents an integer of 0 to 2, and when m is 2, multiple E ³ may be the same or different, and multiple A ¹ may be the same or different. may
n represents an integer of 0 to 2, and when n is 2, multiple E ⁴ may be the same or different, and multiple A ² may be the same or different. may
Ar ¹ represents an optionally substituted organic group having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocyclic rings.
L ¹ and L ² each independently represent a monovalent organic group.

Examples of divalent aromatic hydrocarbon groups having 6 to 12 carbon atoms represented by G ¹ , G ² , A ¹ and A ² include 1,2-phenylene group, 1,3-phenylene group, 1,4- phenylene group, 1,4-naphthylene group, 1,5-naphthylene group, and 2,6-naphthylene group; more preferred.
The divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms represented by G ¹ , G ² , A ¹ and A ² is preferably a 5- or 6-membered ring group. Also, the alicyclic hydrocarbon group may be saturated or unsaturated, but a saturated alicyclic hydrocarbon group is preferred. As the divalent alicyclic hydrocarbon group, for example, the description in paragraph [0078] of JP-A-2012-21068 can be referred to, the content of which is incorporated herein.
Of these, a cyclohexylene group (cyclohexane ring) is preferred, a 1,4-cyclohexylene group is more preferred, and a trans-1,4-cyclohexylene group is even more preferred.
Further, as the substituent which the divalent alicyclic hydrocarbon group having 5 to 8 carbon atoms may have, a substituent which Y ¹ in the formula (Ar-1) described later may have and similar ones.

Linear or branched alkylene groups having 1 to 12 carbon atoms represented by SP ¹ and SP ² include, for example, methylene group, ethylene group, propylene group, butylene group, pentylene group, hexylene group and methylhexylene group. , and heptylene groups. In SP ¹ and SP ² , as described above, one or more of —CH ₂ — constituting a linear or branched alkylene group having 1 to 12 carbon atoms is —O—, —S—, — NH-, -N(Q)-, or -CO- may be a divalent linking group substituted with -CO-. The same substituents as those Y ¹ may have may be mentioned.

Examples of monovalent organic groups represented by L ¹ and L ² include alkyl groups, aryl groups, and heteroaryl groups.
Alkyl groups may be linear, branched or cyclic, but are preferably linear. The number of carbon atoms in the alkyl group is preferably 1-30, more preferably 1-20, even more preferably 1-10.
Also, the aryl group may be monocyclic or polycyclic, but is preferably monocyclic. The number of carbon atoms in the aryl group is preferably 6-25, more preferably 6-10.
Also, the heteroaryl group may be monocyclic or polycyclic. The number of heteroatoms constituting the heteroaryl group is preferably 1-3. A heteroatom constituting the heteroaryl group is preferably a nitrogen atom, a sulfur atom, or an oxygen atom. The heteroaryl group preferably has 4 to 18 carbon atoms, more preferably 4 to 12 carbon atoms. In addition, the alkyl group, aryl group and heteroaryl group may be unsubstituted or may have a substituent. Examples of the substituent include the same substituents that Y ¹ in formula (Ar-1) described later may have.

At least one of L ¹ and L ² is preferably a polymerizable group.
Although the polymerizable group is not particularly limited, a polymerizable group capable of radical polymerization or cationic polymerization is preferred.
As the radically polymerizable group, generally known radically polymerizable groups can be used, and an acryloyl group or a methacryloyl group is preferable. In this case, acryloyl groups are known to generally have a high polymerization rate, and from the viewpoint of improving productivity, acryloyl groups are preferred, but methacryloyl groups can also be used as polymerizable groups.
As the cationically polymerizable group, generally known cationically polymerizable groups can be used, for example, alicyclic ether group, cyclic acetal group, cyclic lactone group, cyclic thioether group, spiroorthoester group, and vinyloxy group. is mentioned. Among them, an alicyclic ether group or a vinyloxy group is preferred, and an epoxy group, an oxetanyl group or a vinyloxy group is more preferred.
Examples of preferred polymerizable groups include the following.

Both L ¹ and L ² are preferably polymerizable groups, more preferably acryloyl groups or methacryloyl groups.

Ar ¹ represents an optionally substituted organic group having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocyclic rings.
The aromatic hydrocarbon ring may be monocyclic or polycyclic. The number of carbon atoms in the aromatic hydrocarbon ring is preferably 6-25, more preferably 6-10.
The aromatic heterocycle may be monocyclic or polycyclic. A heteroatom constituting the aromatic heterocycle is preferably a nitrogen atom, a sulfur atom, or an oxygen atom. The number of carbon atoms in the aromatic heterocycle is preferably 4-18, more preferably 4-12.
A well-known substituent is mentioned as a substituent.

Ar ¹ is preferably any aromatic ring selected from the group consisting of groups represented by the following formulas (Ar-1) to (Ar-5).
When Ar ¹ is any selected from the group consisting of groups represented by formula (Ar-1), formula (Ar-2), formula (Ar-4) and formula (Ar-5), At least one of L ¹ and L ² preferably represents a polymerizable group, and when Ar ¹ is a group represented by formula (Ar-3), L ¹ and L ² and in formula (Ar-3) below More preferably, at least one of L ³ and L ⁴ of represents a polymerizable group.

In formulas (Ar-1) to (Ar-5), * represents the bonding position with D ¹ or D ² .
Also, Q ¹ represents N or CH.
Q ² represents -S-, -O- or -N(R ⁵ )-, and R ⁵ represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
Examples of alkyl groups having 1 to 6 carbon atoms represented by R ⁵ include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group and n-pentyl. and n-hexyl groups.

Y ¹ represents an aromatic hydrocarbon group having 6 to 12 carbon atoms or an aromatic heterocyclic group having 3 to 12 carbon atoms, which may have a substituent.
Examples of the aromatic hydrocarbon group having 6 to 12 carbon atoms represented by Y ¹ include aryl groups such as phenyl group, 2,6-diethylphenyl group and naphthyl group.
Examples of the aromatic heterocyclic group having 3 to 12 carbon atoms represented by Y ¹ include heteroaryl groups such as thienyl group, thiazolyl group, furyl group, pyridyl group and benzofuryl group. The aromatic heterocyclic group also includes a group in which a benzene ring and an aromatic heterocyclic ring are condensed.
Examples of substituents that Y ¹ may have include an alkyl group, an alkoxy group, a nitro group, an alkylsulfonyl group, an alkyloxycarbonyl group, a cyano group, and a halogen atom.
The alkyl group is preferably, for example, a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, and an alkyl group having 1 to 8 carbon atoms (eg, methyl group, ethyl group, propyl group, isopropyl group, , n-butyl group, isobutyl group, sec-butyl group, t-butyl group, and cyclohexyl group) are more preferred, alkyl groups having 1 to 4 carbon atoms are more preferred, and methyl or ethyl is particularly preferred.
The alkoxy group, for example, preferably an alkoxy group having 1 to 18 carbon atoms, more preferably an alkoxy group having 1 to 8 carbon atoms (eg, methoxy group, ethoxy group, n-butoxy group, and methoxyethoxy group), An alkoxy group having 1 to 4 carbon atoms is more preferred, and a methoxy group or an ethoxy group is particularly preferred.
Halogen atoms include, for example, a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, preferably a fluorine atom or a chlorine atom.

Z ¹ , Z ² and Z ³ are each independently a hydrogen atom, a monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms, a monovalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, represents a monovalent aromatic hydrocarbon group having 6 to 20 carbon atoms, a halogen atom, a cyano group, a nitro group, -OR ⁶ , -NR ⁷ R ⁸ or -SR ⁹ , wherein R ⁶ to R ⁹ are each Each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and Z ¹ and Z ² may combine with each other to form an aromatic ring.
The monovalent aliphatic hydrocarbon group having 1 to 20 carbon atoms is preferably an alkyl group having 1 to 15 carbon atoms, more preferably an alkyl group having 1 to 8 carbon atoms, methyl group, ethyl group, isopropyl group, tert -Pentyl group (1,1-dimethylpropyl group), tert-butyl group or 1,1-dimethyl-3,3-dimethyl-butyl group is more preferred, methyl group, ethyl group or tert-butyl group is particularly preferred.
Examples of monovalent alicyclic hydrocarbon groups having 3 to 20 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclodecyl, methylcyclohexyl, and monocyclic saturated hydrocarbon groups such as ethylcyclohexyl; cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, cyclodecenyl, cyclopentadienyl, cyclohexadienyl, cyclooctadienyl, and monocyclic unsaturated hydrocarbon groups such as cyclodecadiene group; bicyclo[2.2.1]heptyl group, bicyclo[2.2.2]octyl group, tricyclo[5.2.1.0 ^{2, 6} ]decyl group, tricyclo[3.3.1.1 ^3,7 ]decyl group, tetracyclo[6.2.1.1 ^3,6 . 0 ^2,7 ]dodecyl group and polycyclic saturated hydrocarbon group such as adamantyl group;
Examples of monovalent aromatic hydrocarbon groups having 6 to 20 carbon atoms include phenyl group, 2,6-diethylphenyl group, naphthyl group, and biphenyl group, and aryl groups having 6 to 12 carbon atoms ( phenyl group) is particularly preferred.
Halogen atoms include, for example, fluorine, chlorine, bromine and iodine atoms, preferably fluorine, chlorine or bromine atoms.
On the other hand, examples of alkyl groups having 1 to 6 carbon atoms represented by R ⁶ to R ⁹ include methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group and tert-butyl group. groups, n-pentyl groups, and n-hexyl groups.

A ³ and A ⁴ each independently represent a group selected from the group consisting of -O-, -N(R ¹⁰ )-, -S- and -CO-, and R ¹⁰ is hydrogen Represents an atom or substituent.
Examples of the substituent represented by R ¹⁰ include the same substituents that Y ¹ in the above formula (Ar-1) may have.

In addition, X represents a hydrogen atom or a nonmetallic atom of groups 14 to 16 to which a substituent may be bonded.
Further, the non-metallic atoms of groups 14 to 16 represented by X include, for example, an oxygen atom, a sulfur atom, a nitrogen atom having a substituent, and a carbon atom having a substituent. , and the same substituents that Y ¹ in the above formula (Ar-1) may have.

D ³ and D ⁴ are each independently a single bond, -CO-O-, -C(=S)O-, -CR ¹ R ² -, -CR ¹ R ² -CR ³ R ⁴ -, -O-CR ¹ R ² -, -CR ¹ R ² -O-CR ³ R ⁴ -, -CO-O-CR ¹ R ² -, -O-CO-CR ¹ R ² -, -CR ¹ R ² - —O—CO—CR ³ R ⁴ —, —CR ¹ R ² —CO—O—CR ³ R ⁴ —, —NR ¹ —CR ² R ³ —, or —CO—NR ¹ —. R ¹ , R ² , R ³ and R ⁴ each independently represent a hydrogen atom, a fluorine atom, or an alkyl group having 1 to 4 carbon atoms.

SP ³ and SP ⁴ are each independently a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or a linear or branched alkylene group having 1 to 12 carbon atoms. One or more of —CH ₂ — constituting the group represents a divalent linking group substituted with —O—, —S—, —NH—, —N(Q)—, or —CO—; represents a substituent.

L ³ and L ⁴ each independently represent a monovalent organic group.

Ax represents an organic group having 2 to 30 carbon atoms and having at least one aromatic ring selected from the group consisting of aromatic hydrocarbon rings and aromatic heterocyclic rings.
Ay is a hydrogen atom, an optionally substituted alkyl group having 1 to 12 carbon atoms, or at least one aromatic ring selected from the group consisting of an aromatic hydrocarbon ring and an aromatic heterocyclic ring represents an organic group having 2 to 30 carbon atoms.
In addition, the aromatic rings in Ax and Ay may have a substituent, and Ax and Ay may combine to form a ring.
Q ³ represents a hydrogen atom or an optionally substituted alkyl group having 1 to 6 carbon atoms.

The composition for an optically anisotropic layer may contain components other than the liquid crystal compound described above.
For example, the optically anisotropic layer composition may contain a polymerization initiator. The polymerization initiator to be used is selected according to the type of polymerization reaction, and examples thereof include thermal polymerization initiators and photopolymerization initiators. For example, examples of photopolymerization initiators include α-carbonyl compounds, acyloin ethers, α-hydrocarbon-substituted aromatic acyloin compounds, polynuclear quinone compounds, and combinations of triarylimidazole dimers and p-aminophenyl ketones. is mentioned.
The amount of polymerization initiator used is preferably 0.01 to 20% by mass, more preferably 0.5 to 5% by mass, based on the total solid content of the composition.

Moreover, the composition for an optically anisotropic layer may contain a polymerizable monomer.
Polymerizable monomers include radically polymerizable or cationically polymerizable compounds. Preferably, it is a polyfunctional radically polymerizable monomer and is preferably copolymerizable with the polymerizable group-containing liquid crystal compound. Examples thereof include those described in paragraphs [0018] to [0020] of JP-A-2002-296423.
The content of the polymerizable monomer is preferably 1 to 50% by mass, more preferably 2 to 30% by mass, based on the total mass of the liquid crystal compound.

Further, the composition for an optically anisotropic layer may contain a surfactant from the viewpoint of the uniformity of the coating film and the strength of the film.
Surfactants include conventionally known compounds, and fluorine compounds are particularly preferred. Examples include compounds described in paragraphs [0028] to [0056] of JP-A-2001-330725 and compounds described in paragraphs [0069] to [0126] of JP-A-2005-062673.

The composition for an optically anisotropic layer may also contain a dichroic substance in order to make the optically anisotropic layer function as a polarizer.
The dichroic substance is not particularly limited, and includes visible light absorbing substances (dichroic dyes), luminescent substances (fluorescent substances, phosphorescent substances), ultraviolet ray absorbing substances, infrared absorbing substances, nonlinear optical substances, carbon nanotubes, and Inorganic substances (for example, quantum rods) can be mentioned, and conventionally known dichroic substances (dichroic dyes) can be used.

Further, the composition for an optically anisotropic layer may contain an organic solvent. Examples of the organic solvent include those similar to those described in the composition for photo-alignment film of the present invention.

Further, the optically anisotropic layer composition includes a vertical alignment promoter such as a polarizer interface side vertical alignment agent and an air interface side vertical alignment agent, and a polarizer interface side horizontal alignment agent and an air interface side horizontal alignment agent. Various alignment agents such as horizontal alignment accelerators such as
The optically anisotropic layer composition may contain an adhesion improver, a plasticizer, a polymer, etc., in addition to the above components.

The method for forming an optically anisotropic layer using the composition for an optically anisotropic layer is not particularly limited. A method of forming an optically anisotropic layer by applying a curing treatment (ultraviolet irradiation (light irradiation treatment) or heat treatment) to the coating film obtained.
Application of the optically anisotropic layer composition can be carried out by known methods (eg, wire bar coating method, extrusion coating method, direct gravure coating method, reverse gravure coating method, die coating method).

The thickness of the optically anisotropic layer is not particularly limited, and is preferably 0.1 to 10 μm, more preferably 0.5 to 5 μm.
Although the in-plane retardation of the optically anisotropic layer at a wavelength of 550 nm is not particularly limited, it is preferably 110 to 160 nm.

<Application>
The laminate can be applied to various uses. For example, there is an image display device including a display element and a laminate.
The display element used in the image display device of the present invention is not particularly limited, and examples thereof include liquid crystal cells, organic electroluminescence (hereinafter abbreviated as "EL") display panels, and plasma display panels. Alternatively, an organic EL display panel is preferable. That is, as the image display device of the present invention, a liquid crystal display device using a liquid crystal cell as a display element and an organic EL display device using an organic EL display panel as a display element are preferable.

A liquid crystal cell used in a liquid crystal display device preferably has a VA (Vertical Alignment) mode, an OCB (Optically Compensated Bend) mode, an IPS (In-Plane-Switching) mode, or a TN (Twisted Nematic) mode. .

As an organic EL display device which is an example of the image display device of the present invention, for example, it is preferable to have a polarizer, the laminate of the present invention, and an organic EL display panel in this order from the viewing side.

The polarizer is not particularly limited as long as it has a function of converting light into specific linearly polarized light, and conventionally known absorptive polarizers and reflective polarizers can be used.
As the absorbing polarizer, an iodine-based polarizer, a dye-based polarizer using a dichroic dye, a polyene-based polarizer, or the like is used. Iodine-based polarizers and dye-based polarizers include coated polarizers and stretched polarizers, and both can be applied.
In addition, as a method of obtaining a polarizer by stretching and dyeing a laminated film in which a polyvinyl alcohol layer is formed on a substrate, Japanese Patent No. 5048120, Japanese Patent No. 5143918, Japanese Patent No. 4691205, Patent No. 4,751,481 and Japanese Patent No. 4,751,486 can be cited, and known techniques relating to these polarizers can also be preferably used.
Examples of the reflective polarizer include a polarizer in which thin films having different birefringences are laminated, a wire grid polarizer, and a polarizer in which a cholesteric liquid crystal having a selective reflection region and a quarter-wave plate are combined. .
Among these, polyvinyl alcohol-based resins (polymers containing —CH ₂ —CHOH— as repeating units, in particular, at least one selected from the group consisting of polyvinyl alcohol and ethylene-vinyl alcohol copolymers, in terms of better adhesion) 1) are preferred.

The thickness of the polarizer is not particularly limited, and is preferably 3 to 60 μm, more preferably 5 to 30 μm.

An organic EL display panel is a member in which a light-emitting layer or a plurality of organic compound thin films including a light-emitting layer are formed between a pair of electrodes, an anode and a cathode. The organic EL display panel may have a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, a protective layer, etc. in addition to the light emitting layer, and each of these layers has a different function. It may be provided.

The present invention will be described in further detail based on examples below. The materials, amounts used, proportions, processing details, and processing procedures shown in the following examples can be changed as appropriate without departing from the scope of the present invention. Therefore, the scope of the present invention should not be construed as limited by the examples shown below.

(Synthesis of monomer mA-1)
4-Aminocyclohexanol (50.0 g), triethylamine (48.3 g), and N,N-dimethylacetamide (800 g) were weighed into a 2 L three-necked flask equipped with a stirring blade, thermometer, dropping funnel and reflux tube. It was taken out and stirred under ice-cooling.
Next, methacrylic acid chloride (47.5 g) was added dropwise into the flask over 40 minutes using a dropping funnel, and after the dropping was completed, the reaction solution was stirred at 40°C for 2 hours.
After cooling the reaction solution to room temperature (23° C.), the reaction solution was subjected to suction filtration to remove precipitated salts. The obtained organic layer was transferred to a 2 L three-necked flask equipped with a stirring blade, a thermometer, a dropping funnel and a reflux tube, and stirred under water cooling.
Next, N,N-dimethylaminopyridine (10.6 g) and triethylamine (65.9 g) were added to the flask, and 4-n-octyloxy dissolved in tetrahydrofuran (125 g) in advance was added using a dropping funnel. Cinnamic acid chloride (127.9 g) was added dropwise into the flask over 30 minutes, and after completion of the dropwise addition, the reaction solution was stirred at 50°C for 6 hours. After the reaction solution was cooled to room temperature, it was separated and washed with water, the resulting organic layer was dried over anhydrous magnesium sulfate, and the resulting solution was concentrated to obtain a yellowish white solid.
The resulting yellowish white solid was dissolved in methyl ethyl ketone (400 g) by heating and recrystallized to obtain 76 g of monomer mA-1 shown below as a white solid (yield 40%).
The following monomer mA-1 corresponds to the monomer forming the repeating unit A-1 described above.

(other monomers)
Cychromer M-100 (manufactured by Daicel Corporation) was used as the following monomer mB-1 forming the repeating unit B-1.

(Synthesis of polymer P-1)
A flask equipped with a condenser, a thermometer, and a stirrer was charged with 2-butanone (5 parts by mass) as a solvent, and refluxed by heating in a water bath while flowing nitrogen into the flask at 5 mL/min. Here, monomer mA-1 (1.2 parts by mass), monomer mB-1 (8.8 parts by mass), 2,2'-azobis(isobutyronitrile) (1 part by mass) as a polymerization initiator, A mixed solution of 2-butanone (5 parts by mass) as a solvent was added dropwise over 3 hours, and the resulting reaction solution was stirred while maintaining the reflux state for 3 hours. After completion of the reaction, the reaction solution was allowed to cool to room temperature, and diluted by adding 2-butanone (30 parts by mass) to obtain a polymer solution having a polymer concentration of about 20% by mass. The resulting polymer solution is poured into a large excess of methanol to precipitate the polymer, the precipitate is filtered off, the resulting solid content is washed with a large amount of methanol, and dried with air at 50° C. for 12 hours. By doing so, a polymer P-1 having a photoalignable group was obtained.

<Example 1>
(Preparation of composition for photo-alignment film)
A composition 1 for photo-alignment film was prepared as follows.
──────────────────────────────────
Photo-alignment film composition 1
──────────────────────────────────
Polymer P-1 100.00 parts by mass Thermal acid generator D-1 described below 3.00 parts by mass Diisopropylethylamine 0.60 parts by mass Butyl acetate 953.12 parts by mass Methyl ethyl ketone 238.28 parts by mass ────────────────────────────

Thermal acid generator D-1

The prepared composition 1 for photo-alignment film was sealed in a glass bottle and stored in a sealed state at room temperature for 7 days.

(Preparation of laminate)
As the cellulose acylate film, the same film as used in Example 6 of JP-A-2012-215689 was used. One surface of this film was coated with the photo-alignment film composition 1 stored for 7 days using a bar coater. After that, the film coated with the photo-alignment film composition 1 was dried on a hot plate at 125° C. for 2 minutes to remove the solvent and form a precursor film with a thickness of 0.3 μm. A photo-alignment film was formed by irradiating the obtained precursor film with polarized ultraviolet rays (8 mJ/cm ² , using an ultra-high pressure mercury lamp).
Next, the following optically anisotropic layer coating solution 1 was applied onto the photo-alignment film using a bar coater. The coating film formed on the photo-alignment film was heated to 120°C with warm air, then cooled to 60°C, and then using a high-pressure mercury lamp in a nitrogen atmosphere, 100 mJ/cm ² at a wavelength of 365 nm. The coating film was irradiated with ultraviolet rays, and then while being heated to 120° C., the coating film was irradiated with ultraviolet rays of 500 mJ/cm ² . By the above procedure, the orientation of the liquid crystal compound was fixed, and the laminate of Example 1 including the optically anisotropic layer was produced. Re(550) of the obtained laminate was 140 nm.
――――――――――――――――――――――――――――――――――
Coating liquid 1 for optically anisotropic layer
――――――――――――――――――――――――――――――――――
・The following polymerizable liquid crystal compound L-1 39.00 parts by mass ・The following polymerizable liquid crystal compound L-2 39.00 parts by mass ・The following polymerizable liquid crystal compound L-3 17.00 parts by mass ・The following polymerizable liquid crystal compound A- 1 5.00 parts by mass Polymerization initiator S-1 (oxime type) below 0.50 parts by mass Leveling agent (Compound T-1 below) 0.20 parts by mass Cyclopentanone 235.00 parts by mass --- ―――――――――――――――――――――――――――――――

Polymerizable liquid crystal compound L-1

Polymerizable liquid crystal compound L-2

Polymerizable liquid crystal compound L-3

Polymerizable liquid crystal compound A-1

Polymerization initiator S-1

Compound T-1

<Example 2>
A laminate was produced in the same manner as in Example 1, except that the photo-alignment film composition 1 was changed to the photo-alignment film composition 2 below.
──────────────────────────────────
Photo-alignment film composition 2
──────────────────────────────────
Polymer P-1 100.00 parts by mass Thermal acid generator D-1 3.00 parts by mass Diisopropylethylamine 0.013 parts by mass Butyl acetate 953.12 parts by mass Methyl ethyl ketone 238.28 parts by mass ────────────────────────────

<Example 3>
A laminate was produced in the same manner as in Example 1, except that the photo-alignment film composition 1 was changed to the photo-alignment film composition 3 below.
──────────────────────────────────
Photo-alignment film composition 3
──────────────────────────────────
Polymer P-1 100.00 parts by mass Thermal acid generator D-1 3.00 parts by mass Diisopropylethylamine 2.03 parts by mass Butyl acetate 953.12 parts by mass Methyl ethyl ketone 238.28 parts by mass ────────────────────────────

<Example 4>
An optical laminate was produced in the same manner as in Example 1, except that Composition 1 for photo-alignment film was changed to Composition 4 for photo-alignment film below. This optical layered body was designated as an optical layered body of Example 4.
──────────────────────────────────
Photo-alignment film composition 4
──────────────────────────────────
Polymer P-1 100.00 parts by mass Thermal acid generator D-1 3.00 parts by mass Tributylamine 0.86 parts by mass Butyl acetate 953.12 parts by mass Methyl ethyl ketone 238.28 parts by mass ────────────────────────────

<Example 5>
Using the following optically anisotropic layer coating solution 2 instead of the optically anisotropic layer coating solution 1 used in Example 1, following the same procedure as in Example 1, using a bar coater, Coating liquid 2 for optically anisotropic layer was applied. The coating film formed on the alignment film is heated to 100° C. with hot air, then cooled to 90° C., and then irradiated with ultraviolet rays of 100 mJ/cm ² at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere. The coating film was irradiated, followed by UV irradiation of 500 mJ/cm ² while heating to 120°C. By the above procedure, the orientation of the liquid crystal compound was fixed, and the laminate of Example 5 was produced. Re(550) of the obtained laminate was 140 nm.
――――――――――――――――――――――――――――――――――
Coating liquid 2 for optically anisotropic layer
――――――――――――――――――――――――――――――――――
Polymerizable liquid crystal compound L-4 below 40.00 parts by weight Polymerizable liquid crystal compound L-5 below 40.00 parts by weight Polymerizable liquid crystal compound A-1 20.00 parts by weight Polymerization initiator S-1 0.60 parts by weight Polymerizable compound B-1 7.00 parts by mass Leveling agent (above compound T-1) 0.10 parts by mass Methyl ethyl ketone 200.00 parts by mass Cyclopentanone 200.00 parts by mass ―――――――――――――――――――――――――

Polymerizable liquid crystal compound L-4

Polymerizable liquid crystal compound L-5

Polymerizable compound B-1

<Comparative Example 1>
A laminate was produced in the same manner as in Example 1, except that composition 1 for photo-alignment film was changed to composition 5 for photo-alignment film below.
──────────────────────────────────
Photo-alignment film composition 5
──────────────────────────────────
Polymer P-1 100.00 parts by mass Thermal acid generator D-1 3.00 parts by mass Butyl acetate 953.12 parts by mass Methyl ethyl ketone 238.28 parts by mass ────────────────────

<Comparative Example 2>
A laminate was produced in the same manner as in Example 1, except that composition 1 for photo-alignment film was changed to composition 6 for photo-alignment film below.
──────────────────────────────────
Photo-alignment film composition 6
──────────────────────────────────
Polymer P-1 100.00 parts by mass Thermal acid generator D-1 3.00 parts by mass n-Butylamine 0.34 parts by mass Butyl acetate 953.12 parts by mass Methyl ethyl ketone 238.28 parts by mass ────────────────────────────

<Evaluation>
(Evaluation of liquid crystal orientation)
A film having a width of 40 mm and a length of 40 mm was cut out from the laminate obtained in each example and comparative example. The sample was observed with a polarizing microscope (using a 10x objective lens) under crossed Nicols, and the liquid crystal orientation was evaluated according to the following criteria.
A: No light leakage within the observation field. The optical pattern was uniform within the observation field when observed with the analyzer shifted from the crossed nicols by 4°.
B: Light leakage is very slight within the observation field. The optical pattern was uniform within the observation field when observed with the analyzer shifted from the crossed nicols by 4°.
C: There is light leakage within the observation field. When observed with the analyzer shifted from crossed Nicols by 4°, the optical pattern was non-uniform within the observation field (poor orientation was observed).

(Durability evaluation)
An adhesive was attached to the laminate obtained in each example and comparative example, and the adhesive surface was attached to glass. The Re (550) of the laminate after being held for 72 hours was evaluated according to the following criteria.
A: When the ratio of Re (550) after holding is 98% or more to Re (550) before holding in an environment with a temperature of 85 ° C. and a humidity of 85% B: An environment with a temperature of 85 ° C. and a humidity of 85% When the ratio of Re (550) after holding to Re (550) before lower holding is less than 98%

In Table 1, the "addition amount" column of "acid generator" represents the content (% by mass) of the acid generator with respect to the total mass of the photoalignable copolymer.
In Table 1, the "addition amount" column of "amine compound" represents the content (molar amount) of the amine compound with respect to the total moles of the acid generator.
In Table 1, "liquid crystal 1" means that the optically anisotropic layer coating liquid 1 was used, and "liquid crystal 2" means that the optically anisotropic layer coating liquid 2 was used.
In Table 1, the content of the repeating unit described in the "Repeating unit A" column was set to a, and the content of the repeating unit described in the "Repeating unit B" column was set to b.

As shown in Table 1 above, it was confirmed that the composition for a photo-alignment film of the present invention can achieve desired effects.
In particular, when the content of the amine compound was 5 to 400 mol % with respect to the content molar amount of the acid generator, the effect was more excellent than the comparison of Examples 1 to 3.
On the other hand, in Comparative Example 1, in which no amine compound was used, and in Comparative Example 2, in which an amine compound having a proton on the nitrogen atom was used, the desired effect was not obtained.

<Example 6>
(Preparation of continuous coating film)
A long cellulose acylate film 1 (width 1340 mm) wound into a roll was prepared at a draw ratio of 8% by the method described in paragraphs [0059] to [0066] of WO2016/158940.
Next, the cellulose acylate film 1 was coated with the composition 1 for photo-alignment film with a coating width of 1310 mm using a slit die coater. After that, the film coated with the photo-alignment film composition 1 was dried for 2 minutes with hot air at 125° C. to remove the solvent and form a precursor film with a thickness of 0.3 μm. A long photo-alignment film was formed by irradiating the obtained precursor film with polarized ultraviolet rays (8 mJ/cm ² , using an ultra-high pressure mercury lamp).
Next, using a slit die coater, the optically anisotropic layer coating solution 2 was applied with a coating width of 1320 mm so as to completely cover both sides of the photo-alignment film. Next, the coating film is heated to 100° C. with warm air, then cooled to 90° C., and then irradiated with ultraviolet rays of 100 mJ/cm ² at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere. Then, while heating to 125° C., the coating film was irradiated with ultraviolet rays of 500 mJ/cm ² . By the above procedure, the alignment of the liquid crystal compound was fixed, and the laminate (long film) of Example 6 was produced. The resulting laminate had an Re(550) of 140 nm, an optically anisotropic layer thickness of 2.5 μm, and a (meth)acryloyl reaction rate of 85%.

<Example 7>
In the same manner as in Example 6, the optically anisotropic layer coating solution 2 was applied with a coating width of 1320 mm so as to completely cover both sides of the photo-alignment film. While the coating liquid was in an undried state, a scraper as a scraping member was pressed against both ends of the film to reduce the thickness of the optically anisotropic layer coating liquid 2 . In Example 7, the coating is thinly applied in a range of 10 to 30 mm from one end of the substrate.
Subsequently, the coating film was dried in the same manner as in Example 6, the orientation was fixed, and a laminate of Example 7 was produced. The resulting laminate had a Re (550) of 140 nm, a central thickness of the optically anisotropic layer of 2.5 μm, a thickness of 1 μm at the edge of the optically anisotropic layer thinly coated by the method described above, and a thickness of 1 μm. ) The acryloyl reaction rate was 85%.

<Example 8>
In the same manner as in Example 6, the optically anisotropic layer coating solution 2 was applied to the photo-alignment film. After that, the coating film formed on the alignment film was heated to 100° C. with warm air, cooled to 90° C., and then placed under a nitrogen atmosphere at a position 30 mm from the edge of the web. Using a mercury lamp, the coating film was irradiated with 100 ^mJ /cm ² ultraviolet rays at a wavelength of 365 nm. was irradiated. By the above procedure, the alignment of the liquid crystal compound was fixed, and the laminate of Example 8 was produced. The obtained laminate had an Re(550) of 140 nm, a thickness of 2.5 μm, and a (meth)acryloyl reaction rate of 85%. The region where the first ultraviolet irradiation was not performed by the light shielding plate had no birefringence, had a thickness of 2.5 μm, and had a (meth)acryloyl reaction rate of 87%.

<Example 9>
In the same manner as in Example 6, the optically anisotropic layer coating solution 2 was applied to the photo-alignment film. Thereafter, the coating film formed on the alignment film was heated to 100°C with hot air, cooled to 90°C, and then exposed to ultraviolet rays of 100 mJ/ ^cm2 at a wavelength of 365 nm using a high-pressure mercury lamp in a nitrogen atmosphere. The entire surface of the coating film was irradiated, and then, while heating to 125° C., the coating film was irradiated with ultraviolet rays of 500 mJ/cm ² using a high-pressure mercury lamp provided with a light shielding plate at a position 30 mm from the edge of the web. By the above procedure, the alignment of the liquid crystal compound was fixed, and the laminate of Example 9 was produced. The region of the obtained laminate that was not irradiated with ultraviolet light for the second time had an Re(550) of 140 nm, a thickness of the optically anisotropic layer of 2.5 μm, and a (meth)acryloyl reaction rate of 60%. there were.

<Evaluation>
((Meth)acryloyl reaction rate)
Refers to the ratio of all polymerizable groups of each component having a (meth)acryloyl group that have been consumed by polymerization during the formation of an optically anisotropic layer, and Fourier transform infrared spectroscopy (FT-IR) Measurement was performed using [Nicolet 6700 (manufactured by Thermo Fisher Science)], and the reaction rate of the (meth)acryloyl group was calculated from the peak area derived from the C=C group in the obtained spectrum. The calculation of the reaction rate is based on the absorption derived from the C=C group, that is, the decrease in the area of any of the peaks at 810 cm ^-1 , 1410 cm ^-1 and 1635 cm ^-1 , and the absorption of the nitrile group of the liquid crystal component that does not change before and after the reaction. Calculations were made based on the area of 2215 cm ⁻¹ .

(edge curl)
The edges of the support during transport were visually evaluated.
A: No web edge deformation in the unsupported area between the carrier rolls B: Web edge curl in the unsupported area between the carrier rolls C: Supported on the carrier rolls The edge of the web is curled in the marked area D: The curl at the edge is large and cannot be conveyed

As shown in Table 2 above, it was confirmed that the composition for a photo-alignment film of the present invention can achieve desired effects even when the laminate is a long film.
On the other hand, as shown in Example 6, the long film coated with the composition for photo-alignment film of the present invention tends to curl at the edges, but the edge treatment as shown in Examples 7-9 can be improved by

Claims (7)

Having a repeating unit A containing a photoalignable group and a repeating unit B containing a crosslinkable group,
a photoalignable copolymer in which the content a of the repeating unit A and the content b of the repeating unit B satisfy the following formula (1) in mass ratio;
0.70≦b/(a+b)≦0.97 (1)
an acid generator;
and an amine compound having a boiling point of 50 to 230° C. and having no proton on a nitrogen atom. The composition for a photo-alignment film according to claim 1, wherein the amine compound contains a compound represented by the following formula (2).

In formula (2), R ¹ , R ² and R ³ each independently represent a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms. 3. The composition for a photo-alignment film according to claim 1, wherein the content molar amount of said amine compound is 5 to 400 mol % with respect to the content molar amount of said acid generator. The repeating unit A containing the photo-orientation group contains a repeating unit represented by the following formula (A),
The composition for a photo-alignment film according to any one of claims 1 to 3, wherein the repeating unit B containing the crosslinkable group comprises a repeating unit represented by the following formula (B).

In formula (A) above, R ⁵ represents a hydrogen atom or a methyl group.
L ¹ represents a divalent linking group containing a nitrogen atom and a cycloalkane ring, and part of the carbon atoms constituting the cycloalkane ring is selected from the group consisting of a nitrogen atom, an oxygen atom and a sulfur atom It may be substituted with a heteroatom.
R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ each independently represent a hydrogen atom or a substituent, and two adjacent groups among R ⁶ , R ⁷ , R ⁸ , R ⁹ and R ¹⁰ may combine to form a ring.
In formula (B) above, R ¹¹ represents a hydrogen atom or a methyl group.
L2 represents a ^divalent linking group.
X represents a crosslinkable group. The repeating unit B containing the crosslinkable group comprises a crosslinkable group represented by any one of the following formulas (X1) to (X3), for a photo-alignment film according to any one of claims 1 to 4. Composition.

In formulas (X1) to (X3), * represents a bond, and R ⁴ represents a hydrogen atom, a methyl group, or an ethyl group. A photo-alignment film formed using the composition for photo-alignment film according to any one of claims 1 to 5. A photo-alignment film according to claim 6;
and an optically anisotropic layer formed using a liquid crystal composition containing a liquid crystal compound.